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Methyl iodide → Methyl 4-chloro-2-iodo-6-methylbenzoate

HRID 2427670
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HRID 2427670 반응식
[Cl:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]([C:6]([OH:8])=[O:7])=[C:4]([I:12])[CH:3]=1.[C:13]([O-])([O-])=O.[K+].[K+].CI>CC(C)=O>[CH3:13][O:7][C:6](=[O:8])[C:5]1[C:9]([CH3:11])=[CH:10][C:2]([Cl:1])=[CH:3][C:4]=1[I:12]
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참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 671931174-Chloro-2-iodo-6-methylbenzoic acid

생성물 1

HCID 67192903Methyl 4-chloro-2-iodo-6-methylbenzoate수율 47%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
70 °C

실험 절차

A solution of 4-chloro-2-iodo-6-methyl-benzoic acid (5.9 g, 20.0 mmol) in acetone (50 mL) was treated with anhydrous K2CO3 (4.14 g, 30 mmol) followed by methyl iodide (1.5 g, 24 mmol). The reaction mixture was stirred at 70° C. for 2 h. GC-MS and TLC indicated that the reaction was completed. The solids were removed by filtration and the filtrate was evaporated under reduced pressure. Silica gel column chromatography of the resulting material using 10% ethyl acetate in hexanes afforded 4-chloro-2-iodo-6-methyl-benzoic acid methyl ester (2.91 g, 47%). GC-MS: m/z 310 (M)+, 279 (M−31)+.

후처리

  1. customThe solids were removed by filtration
  2. customthe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-12d80c6ef3a54286a0429c15062c9037
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07968570B2

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